Methyl 3-azido-4,6-O-benzylidene-2,3-dideoxy-α-D-arabino-hexopyranoside

Base Information

Chemical Name:Methyl 3-azido-4,6-O-benzylidene-2,3-dideoxy-α-D-arabino-hexopyranoside
CAS No.:102916-74-5
Molecular Formula:C₁₄H₁₇N₃O₄
Molecular Weight:291.307
Hs Code.:

Synonyms:Methyl 3-azido-4,6-O-benzylidene-2,3-dideoxy-α-D-arabino-hexopyranoside

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Chemical Property of Methyl 3-azido-4,6-O-benzylidene-2,3-dideoxy-α-D-arabino-hexopyranoside

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Technology Process of Methyl 3-azido-4,6-O-benzylidene-2,3-dideoxy-α-D-arabino-hexopyranoside

There total 3 articles about Methyl 3-azido-4,6-O-benzylidene-2,3-dideoxy-α-D-arabino-hexopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 71.0%

: 63598-31-2
methyl 4,6-O-(R)-benzylidene-2-deoxy-α-D-erythrohexopyranosid-3-ulose

: 102916-74-5
Methyl 3-azido-4,6-O-benzylidene-2,3-dideoxy-α-D-arabino-hexopyranoside

Guidance literature:: methyl 4,6-O-(R)-benzylidene-2-deoxy-α-D-erythrohexopyranosid-3-ulose; With sodium tetrahydroborate; In methanol; at 20 ℃; for 2h;

With trifluoromethanesulfonic acid anhydride; In pyridine; dichloromethane; at 20 ℃; for 0.75h;

With sodium azide; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h; Further stages.;
DOI:10.1016/j.carres.2007.05.015

Reference yield:

: Trifluoro-methanesulfonic acid (2R,4aR,6S,8aR)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

: 102916-74-5
Methyl 3-azido-4,6-O-benzylidene-2,3-dideoxy-α-D-arabino-hexopyranoside

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;
DOI:10.1055/s-2000-6328

Reference yield:

: (2R,4aR,6S,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

: 102916-74-5
Methyl 3-azido-4,6-O-benzylidene-2,3-dideoxy-α-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / CH₂Cl₂ / 0.75 h / 20 °C

2: NaN₃ / dimethylformamide / 1.5 h / 20 °C

With pyridine; sodium azide; In dichloromethane; N,N-dimethyl-formamide; 1: Esterification / 2: Substitution;
DOI:10.1055/s-2000-6328